Watch Sailing & Boating Adventures Around the World

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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A Week That Didn’t Go to Plan | Rain & Marina Life in Grenada
Sailing Big Lost

A Week That Didn’t Go to Plan | Rain & Marina Life in Grenada

Not every week is turquoise water and perfect anchorages. This week in Grenada, heavy rain, canceled plans, and marina life kept us tied to the dock — and gave us a real dose of the cruising lifestyle. Between endless boat chores, a soggy anniversary outing, sewing a DIY bow shade, and watching our...
From Sea to Summit: Sailing Martinique & Climbing Mount Pelée
Sailing Big Lost

From Sea to Summit: Sailing Martinique & Climbing Mount Pelée

Over the past week, we sailed down the eastern coast of Martinique – a charming French island in the Eastern Caribbean. We explored the colorful towns of Fort-de-France, Petite Anse d’Arlet, and Saint Anne… and ate more baguettes than we care to admit! The highlight of the week? Hiking Mount Pelée ...
Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes
Sailing Big Lost

Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes

Yes, we’re still in Sint Maarten… and honestly, we’re not mad about it! We’ve been anchored in Simpson Bay for over a week now, and this island is quickly winning us over. Sint Maarten is truly a cruiser’s paradise—getting around by dinghy is easy and efficient, with everything you need just a short...
First Time in the Exumas! Sailing Through Paradise 🇧🇸✨
Sailing Big Lost

First Time in the Exumas! Sailing Through Paradise 🇧🇸✨

Join us as we set sail from Rock Sound, Eleuthera after a much-needed sail repair and make our way to the stunning Exumas for the very first time! Our journey takes us to Allan Cay, where we come face-to-face with the famous Rock Iguanas and get our first taste of the beauty these islands have to of...
Eleuthera: The Beginning of Our Fun-Filled Adventures 🌊🌴
Sailing Big Lost

Eleuthera: The Beginning of Our Fun-Filled Adventures 🌊🌴

In this episode, we kick off our Eleuthera adventures by exploring the stunning Egg Island and charming Spanish Wells. 🏝️ From diving into the captivating history of the Arimoroa shipwreck 🌊 to an unforgettable encounter with friendly stingrays, this journey is packed with excitement and breathtakin...
Struggles in Nassau & Bittersweet Reunions in Andros
Sailing Big Lost

Struggles in Nassau & Bittersweet Reunions in Andros

In this episode, we arrive in Nassau, the vibrant heart of The Bahamas, marking a bittersweet goodbye to cherished friends. While tackling essential fiberglass repairs, we find ourselves dreaming of the day when boat work gives way to the carefree adventures we've long imagined. After weeks of ...
Charting New Waters:  GOODBYE Rio Dulce!
Sailing Big Lost

Charting New Waters: GOODBYE Rio Dulce!

After 102 days in the beautiful Rio Dulce, Guatemala, we're finally ready to set sail and embrace the freedom of the open ocean! Join us as we bid bittersweet farewell to this stunning location, where we've spent countless hours on boat work and soaking in the local culture. While leaving...
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